Ultimately, you want to make sure you get along. As a dating coach for women, I want to share seven suggestions on how to enjoy yourselves and minimize common stress points:

1. Consider a long weekend instead a full week vacation for your first trip. When you start small, you can tolerate differences so much easier.This is opportunity to see what your rhythm will be like as a couple when you are together 24/7. The smart move is to try three or four days before getting in too deep and discovering you aren't trip compatible.

2. Discuss destinations and pick one together. You may want to go some place where the outlet shopping is fantastic. He may want to go camping in the mountains. Choose a location that offers something for each of you. Compromise is the key to a lasting relationship so this will give you a chance to get your feet wet and build an essential skill.

3. Plan activities, but leave time open too. You may be the type that likes to cram your days full, but what about your partner? He might like to be more spontaneous and see what mood he's in before deciding what to do. Planning out some activities in advance is a good thing to do, just leave some time open to take advantage of fun that pops up in the moment.